Project Management migration
Field-level mapping, validation, and rollback between Project Insight and Trello. We move data and schema; workflows are rebuilt natively in Trello.
Project Insight
Source
Trello
Destination
Compatibility
4 of 12
objects map 1:1 between Project Insight and Trello.
Complexity
CModerate
Timeline
2-3 weeks
Overview
Moving from Project Insight to Trello is a structural simplification: Project Insight uses a portfolio-driven hierarchy with Gantt scheduling, resource pools, and constraint types, while Trello uses a flat Kanban board model with Cards, Lists, and optional Power-Ups for timeline and custom fields. Project Insight has no bulk API endpoint, so all data export runs through the built-in report engine to Excel or CSV, which we sequence in waves: task hierarchy first, then time entries, then custom fields. We preserve constraint types (ASAP, Finish No Earlier Than, Finish No Later Than) as card labels in Trello and flag any tasks requiring manual constraint reapplication in the destination. We do not migrate file attachments, automations (Butler commands or Power-Up rules), or the portfolio roll-up reporting structure; those require manual rebuild in Trello.
Every standard and custom field arrives verified.
AI proposes the map; you confirm before any record moves.
Parent–child, lookups, and ownership stay linked.
Calls, emails, meetings — with original timestamps.
Documents, uploads, and inline notes move with the record.
Why teams make this switch
Leaving
What's pushing teams away
Choosing
What's pulling them in
Object mapping
Each row shows how a Project Insight object lands in Trello, including any object-level transformations, lookup resolution, or schema-design dependencies.
Typical mapping — final map is confirmed during the sample migration step.
Project Insight
Project
Trello
Board
1:1Each Project Insight Project maps to a Trello Board. The Project name becomes the Board name, the Project status (Active, On Hold, Complete) maps to Board visibility and archival status, and the Project start and end dates are preserved in the Board description as reference. We create the Board under the appropriate Trello Workspace before any Cards are added, resolving the Workspace by matching the Project's portfolio grouping to a Workspace name in the destination.
Project Insight
Task
Trello
Card
1:1Project Insight Tasks map to Trello Cards within the Board that corresponds to their parent Project. The task hierarchy (parent-child relationships) exports from Project Insight as a flattened path or indent structure; we reconstruct this in Trello using Cards placed in the appropriate List (derived from task status) with Card cover images or checklist hierarchies indicating the depth level. Task description migrates to Card description; task start and due dates map to Card start and due date fields in Trello.
Project Insight
Task Hierarchy
Trello
List + Section
lossyProject Insight's work breakdown structure (WBS) with summary tasks, phases, and subtasks does not have a direct Trello equivalent. We map top-level tasks to Cards in the most relevant List (derived from task status), and we add a checklist named Subtasks to each Card containing child task names as checklist items. For deeper hierarchies, we create a Section (Trello Premium feature) as a grouping label within the Board and nest Cards under it. The original WBS path is preserved as a Card label for admin reference.
Project Insight
Resource
Trello
Member
1:1Project Insight Resource records map to Trello Members on the Board. We pull the resource name, email, and role from the resource management report. Member assignment to Cards migrates by matching the assigned resource name on each Task to the corresponding Trello Member. Any resource without a matching Trello user account goes to a reconciliation queue for the customer's admin to provision before the migration runs.
Project Insight
Custom Field
Trello
Custom Field
lossyProject Insight Custom Fields (available on Pro plan and above) export within the same row as the parent object. We map each named custom field to a Trello Custom Field of the matching type (text, number, date, dropdown, checkbox). Standard plan and above includes Custom Fields via the Power-Up interface. If the source account is on the Free tier, custom fields are not available for export and we flag this during scoping before migration begins.
Project Insight
Time Entry
Trello
Card Activity or Checklist
1:manyProject Insight Time Entries (hours, date, resource attribution) do not map to a native Trello object. Trello does not have a time tracking data model. We map time entries as a structured checklist named 'Time Log' on each Card, with one checklist item per entry in the format 'Resource Name: Xh on YYYY-MM-DD'. Alternatively, for reporting purposes, we export time entries as a separate CSV inventory for the customer's admin to import into a dedicated time tracking tool connected to Trello.
Project Insight
Constraint Type
Trello
Label
lossyProject Insight constraint types (ASAP, Finish No Earlier Than, Finish No Later Than, Start No Earlier Than, Start No Later Than) export as text fields on tasks. Trello has no native scheduling constraint model. We carry constraint types as a Label on each Card with the constraint type as the label name and color. Tasks with hard deadlines (Finish No Later Than) are flagged with a due date that the customer's scheduler must verify after migration. We deliver a constraint reapplication checklist listing every Card that requires manual constraint review in Trello.
Project Insight
Portfolio
Trello
Workspace
lossyProject Insight Portfolios group multiple Projects. Trello's Workspace is the organizational unit above Board. We map each Portfolio to a Trello Workspace, creating the Workspace if it does not exist. Projects within a Portfolio become Boards inside the corresponding Workspace. Portfolio-level roll-up reporting (aggregate budget, resource allocation, project health) has no Trello equivalent and is not migrated; we deliver a written inventory of every Portfolio and the Projects within it for the customer to restructure in Trello manually.
Project Insight
Dependency
Trello
Card Link (Power-Up)
lossyProject Insight task-to-task predecessor relationships export via the dependency report. Trello does not have native predecessor linking. We map dependencies to Card Links (using the Card Dependencies Power-Up or a manual checklist named Predecessors with the dependent Card name listed). For critical path dependencies, we flag them in the handoff document so the customer's admin can configure the Card Dependencies Power-Up or a Butler rule to enforce the sequencing in Trello.
Project Insight
Attachment
Trello
Not migrated
1:1File attachments stored within Project Insight are not accessible via the report export. We do not migrate binary attachments directly. We recommend a parallel document migration workflow: we provide a manifest of every Card with attachment references (file name, attachment URL in Project Insight if available), and the customer's team performs a direct download from Project Insight followed by a manual upload to the corresponding Card in Trello. This is a manual step outside the data migration scope.
Project Insight
Project Status
Trello
List or Board Archive
lossyProject Insight project statuses (Active, On Hold, Complete, Archived) map to Trello Board states and Card archival. Active projects become active Boards; Completed projects become archived Boards or archived Cards within the Board depending on whether the customer wants the historical data visible. On Hold projects map to Boards with archived Cards for incomplete work.
Project Insight
Task Status
Trello
List
lossyProject Insight task statuses (Not Started, In Progress, Complete, Blocked) map to Trello Lists on the Board. We extract the distinct task statuses from the source account during scoping and create matching Lists in each destination Board. Custom task statuses map to custom List names defined in the scoping phase. If Project Insight has more distinct statuses than Trello Lists per Board (Trello warns at 450 open Lists), we consolidate or use Sections for overflow.
| Project Insight | Trello | Compatibility | |
|---|---|---|---|
| Project | Board1:1 | Fully supported | |
| Task | Card1:1 | Fully supported | |
| Task Hierarchy | List + Sectionlossy | Fully supported | |
| Resource | Member1:1 | Fully supported | |
| Custom Field | Custom Fieldlossy | Fully supported | |
| Time Entry | Card Activity or Checklist1:many | Fully supported | |
| Constraint Type | Labellossy | Fully supported | |
| Portfolio | Workspacelossy | Mapping required | |
| Dependency | Card Link (Power-Up)lossy | Fully supported | |
| Attachment | Not migrated1:1 | Fully supported | |
| Project Status | List or Board Archivelossy | Fully supported | |
| Task Status | Listlossy | Fully supported |
Gotchas + challenges
Platform-specific issues from each side, plus the pair-specific challenges that don't show up on either platform's page on its own.
Project Insight gotchas
Report-based export is the only migration path
Custom Fields are Pro-plan gated
Attachment files are not exported via reports
Constraint types require manual reapplication
Performance reviews suggest stability concerns
Trello gotchas
Billing model uses maximum seat quantity at term midpoint
Custom Field data historically stored in pluginData
API rate limits are token-gated and can block bulk migration
Guest-to-paid seat conversion triggers on multi-board membership
Automation command runs are capped per plan and overage triggers upgrade pressure
Pair-specific challenges
Migration approach
Scoping and plan edition confirmation
We audit the source Project Insight account for plan edition (Free, Pro, Standard, Enterprise), distinct project count, task volume, resource count, custom field definitions, and constraint type usage. We confirm which report exports are available in the account and identify any custom report configurations that require individual export runs. We also confirm the destination Trello Workspace structure (one Workspace per Portfolio or a flat Workspace for all projects) with the customer's admin. The scoping output is a written data inventory and a Trello Workspace mapping plan.
Report export sequencing and extraction
We run the Project Insight report exports in a sequenced wave: first the project and task hierarchy report (for Board creation and Card placement), second the resource report (for Member provisioning), third the custom field report (for Custom Field configuration in Trello before Card import), and fourth the time entry and dependency reports (for checklist and link population). Each wave produces a normalized CSV that we validate against the source record count before the next wave begins. If the source environment is degraded (slow UI, performance issues reported), we schedule export runs during off-peak hours.
Trello workspace and board pre-creation
We create Trello Boards under the designated Workspaces before any Card import begins. For each Board, we create the Lists matching the distinct task statuses in the source, configure Custom Fields (using the Custom Fields Power-Up) with types matching the source custom field definitions, and pre-provision Members by matching resource names to Trello user accounts. If the destination account does not have the Custom Fields Power-Up enabled, we flag this during scoping so the admin can upgrade to Standard before we begin Card import.
Task hierarchy normalization and card import
We normalize the Project Insight task hierarchy export into a flat Card list per Board. For each Card, we resolve the parent-child relationship (carried as a label), set the Card name, description, start date, due date, assigned Member, and constraint type label. We use Trello's Bulk API endpoint for card creation, implementing the documented rate limits (300 requests per 10 seconds per API key, 100 per 10 seconds per token) with exponential backoff on 429 responses. We validate Card count against the source task count before proceeding to the next phase.
Constraint, dependency, and time entry post-processing
After the primary Card import, we run a post-processing phase to add constraint labels (mapped from the constraint type field), predecessor checklist items (from the dependency report), and time log checklists (from the time entry report) to each Card. We apply Labels for constraint types using the Trello Label API, and we batch Label operations to stay within the per-token rate limit. This phase also handles any Cards that were rejected during the initial import due to missing required fields (typically the Member reference) and retries them with a resolved reference.
Validation, handoff, and automation inventory
We run a final validation pass comparing migrated Card count, Member count, and Custom Field values against the source report totals. We deliver a written migration report including: record counts per object, any records that could not be migrated (with reason), the constraint reapplication checklist, the portfolio-to-Workspace map, and the dependency link inventory. We do not migrate Butler automation rules or Power-Up configurations; we deliver a written inventory of automation patterns from the source account for the customer's admin to rebuild in Trello. File attachments are not migrated; we deliver the attachment manifest for manual re-upload.
Platform deep dives
Project Insight
Source
Strengths
Weaknesses
Trello
Destination
Strengths
Weaknesses
Complexity grading
Moderate Project Management migration. 1 of 8 objects need a manual workaround.
Overall complexity
Moderate migration
Derived from compatibility, mapping clarity, API constraints, and data volume across Project Insight and Trello.
Object compatibility
1 of 8 objects need a manual workaround.
Field mapping clarity
Field mapping is derived from defaults — final spec confirmed during the sample migration.
Timeline complexity
8-object category — typical timelines run 2–7 days end-to-end.
API constraints
Project Insight: Not publicly documented.
Data volume sensitivity
Project Insight doesn't expose a bulk API — REST + parallelization used for high-volume runs.
Estimator
Rule-based pricing — no per-record fees, no manual quotes. Migrations over 2M records are scoped individually.
Step 1
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FAQ
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